ARG

ARGININE

Created:	1999-07-08
Last modified:	2024-09-27

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261 entries where ARG is found as a standalone ligand15 entries where ARG is covalently linked to polymer or other heterogen groups 221,036 entries where ARG is found in a polymer sequence

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Chemical Details
Formal Charge	1
Atom Count	27
Chiral Atom Count	1
Bond Count	26
Aromatic Bond Count	0

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Chemical Component Summary
Name	ARGININE
Systematic Name (OpenEye OEToolkits)	[amino-[[(4S)-4-amino-5-hydroxy-5-oxo-pentyl]amino]methylidene]azanium
Formula	C₆ H₁₅ N₄ O₂
Molecular Weight	175.209
Type	L-PEPTIDE LINKING

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(O)C(N)CCCN\C(=[NH2+])N
SMILES	CACTVS	3.341	N[CH](CCCNC(N)=[NH2+])C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	C(CC(C(=O)O)N)CNC(=[NH2+])N
Canonical SMILES	CACTVS	3.341	N[C@@H](CCCNC(N)=[NH2+])C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C(C[C@@H](C(=O)O)N)CNC(=[NH2+])N
InChI	InChI	1.03	InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)/p+1/t4-/m0/s1
InChIKey	InChI	1.03	ODKSFYDXXFIFQN-BYPYZUCNSA-O

Drug Info: DrugBank

DrugBank ID	DB00125
Name	Arginine
Groups	investigational nutraceutical
Description	An essential amino acid that is physiologically active in the L-form.
Synonyms	L-(+)-Arginine (S)-2-amino-5-guanidinopentanoic acid R L-Arginin Arginine butyrate Arg L-Arg (S)-2-Amino-5-guanidinovaleric acid Arginine hydrochloride (2S)-2-amino-5-(carbamimidamido)pentanoic acid (2S)-2-amino-5-guanidinopentanoic acid Arginina Arginine L-arginine
Brand Names	Smofkabiven Peripheral 2.75% Travas. Amino Acid InJ.W.elecw.25%dex 8.5% Freamine III Aminosyn RF Injection L-arginine Hydrochloride Injection 4.25% Travasol Amino Acid Injection Without Electrolytes In 25% Dextrose Aminosyn II Olimel 3.3% E Aminosyn II with Electrolytes in Dextrose with Calcium Vamin N Aminosyn 8.5% Injection With Electrolytes Clinimix Aminosyn Nutrineal Pd4 4.25% Amino Acid Injection Without Electrolytes In 20% Dextrose Quickmix Aminosyn II 7% With 50% Dextrose Primene 10% Quick Mix 2.5% Travasol Aa With Electrolytes With 25% Dextrose Injec Travasol Amino Acid Inj 8.5% tensioSAN Aminosyn II 7% M In 10% Dextrose(dual Chamber) Smofkabiven Electrolyte Free 4.25% Travasol Amino Acid Injection Without Electrlytes In 10% Dextrose 4.25% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Olimel 7.6% 4.25%trav. Amino Acid InJ.W.O.elect.5%dext. HepatAmine Aminosyn 7% 2.75% Travasol Amino Acid Injection With Electrolytes In 5% Dextrose Quickmix Aminosyn II 8.5% With 50% Dextrose Aminosyn II and Dextrose Plenamine 5% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Clinimix 2.5% Travasol Aa Without Electrolytes In 10% Dextrose Injec 2.5% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Perikabiven 4.25% Travasol Amino Acid Injection Without Electrolytes In 20% Dextrose Aminosyn HF Lytensopril-90 Repair Vaginal R-Gene Aminosyn II In Dextrose Injection Aminosyn 3.5% M Aminosyn II 8.5% M In 20% Dextrose (dual Chamber) Hypertenevide-12.5 Cardiotek-RX 4.25% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Aminosyn II 8.5% Injection Primene 10%-liq IV Lysakare Cream Clinimix E Clinisol Lytensopril 2.75%travasol Amino Acid InJ.W.eleC.W.5%dex. RenAmin 2.5% Travasol Amino Acid Injection With Electrolytes In 10% Dextrose Clinimix Hypertenipine Olimel 5.7% 2.5%travasol Amino Acid InJ.W.eleC.W.25%dex Olimel 7.6% E 4.25% Travasol Amino Acid Injection With Electrolytes In 25% Dextrose Travasol E 4.25% Travasol Amino Acid Injection With Electrolytes In 5% Dextrose Quickmix Vamin 18 Electrolyte-free Aminosyn-PF Olimel 5.7% E Premasol - sulfite-free (Amino Acid) Arginine 2.75% Travasol Amino Acid Injection With Electrolytes In 25% Dextrose Quickmix Aminosyn 10% W Electrolytes Moisture Cushion Aminosyn Sulfite Free 4.25% Travasol Amino Acid Injection With Electrolytes In 20% Dextrose Quickmix Aminosyn RF Aminosyn-PF 10% Aminosyn II in Dextrose Primene Novamine Aminosyn 5% Aminosyn 8.5% Periolimel 2.5% E Rimantalist Travasol Inj Without Electrolytes 8.5% Travasol Inj Without Electrolytes 5.5% Travasol Amino Acid Inj 5.5% 4.25%travasol Amino Acid InJ.W.elecw.5%dex. Travasol Renamin (amino Acids) Injection Smofkabiven Synthamin Olimel 4.4% 5% Travasol Amino Acid Injection Without Electrolytes In 25% Dextrose ProSol 4.25% Travasol Amino Acid Without Electrolytes In 5% Dextrose Quickmix Hepatasol Aminosyn-PF 7% ProcalAmine TrophAmine Aminosyn II 7% With 10% Dextrose Smofkabiven Extra Nitrogen Electrolyte Free FreAmine HBC Aminosyn II 5% Inj FreAmine III Aminosyn II 10% With Electrolytes 2.5% Travasol Amino Acid Injection Without Electrolytes In 10% Dextrose Quickmix Smofkabiven Extra Nitrogen 20% Prosol Aminosyn II with Electrolytes Essepna Olimel 4.4% E 5% Travasol Amino Acid Injection Without Electrolytes In 20% Dextrose Aminosyn II 7% Injection Hypertensolol Kabiven
Indication	Used for nutritional supplementation, also for treating dietary shortage or imbalance.
Categories	Acids, Acyclic Amino Acids Amino Acids, Basic Amino Acids, Diamino Amino Acids, Peptides, and Proteins Arginine Blood and Blood Forming Organs Blood Substitutes and Perfusion Solutions Detoxifying Agents for Antineoplastic Treatment Dietary Supplements Fatty Acids Fatty Acids, Volatile I.V. Solution Additives Lipids Pituitary Function Proteinogenic Amino Acids Supplements
ATC-Code	V03AF11 B05XB01
CAS number	74-79-3

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Cationic amino acid transporter 3	MPWQAFRRFGQKLVRRRTLESGMAETRLARCLSTLDLVALGVGSTLGAGV...	unknown
Arginine decarboxylase	MAGYLSESDFVMVEEGFSTRDLLKELTLGASQATTDEVAAFFVADLGAIV...	unknown
Argininosuccinate lyase	MASESGKLWGGRFVGAVDPIMEKFNASIAYDRHLWEVDVQGSKAYSRGLE...	unknown
Nitric oxide synthase, inducible	MACPWKFLFKTKFHQYAMNGEKDINNNVEKAPCATSSPVTQDDLQYHNLS...	unknown
High affinity cationic amino acid transporter 1	MGCKVLLNIGQQMLRRKVVDCSREETRLSRCLNTFDLVALGVGSTLGAGV...	unknown
Arginase-2, mitochondrial	MSLRGSLSRLLQTRVHSILKKSVHSVAVIGAPFSQGQKRKGVEHGPAAIR...	unknown
Cationic amino acid transporter 4	MARGLPTIASLARLCQKLNRLKPLEDSTMETSLRRCLSTLDLTLLGVGGM...	unknown
Argininosuccinate synthase	MSSKGSVVLAYSGGLDTSCILVWLKEQGYDVIAYLANIGQKEDFEEARKK...	unknown
Nitric oxide synthase, endothelial	MGNLKSVAQEPGPPCGLGLGLGLGLCGKQGPATPAPEPSRAPASLLPPAP...	unknown
Solute carrier family 22 member 5	MRDYDEVTAFLGEWGPFQRLIFFLLSASIIPNGFTGLSSVFLIATPEHRC...	unknown	inhibitor
Monocarboxylate transporter 10	MVLSQEEPDSARGTSEAQPLGPAPTGAAPPPGPGPSDSPEAAVEKVEVEL...	unknown	inhibitor
Solute carrier family 22 member 4	MRDYDEVIAFLGEWGPFQRLIFFLLSASIIPNGFNGMSVVFLAGTPEHRC...	unknown	inhibitor
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource Name	Reference
PubChem	1549073, 59294017, 52941769, 88031296, 5287702, 59904234
ChEBI	CHEBI:32682
CCDC/CSD	GELHIO10, NABSIT, INEFIQ01, HAHBIC01, REHTII, BOQVIM01, PEVCUR, ORUXEF, NABQAJ, EGIVOH, ARGBRH02, MOSRAQ, HAHBIC, NABSOZ, EGIVUN, EGIVIB, ADIHOL, BOQVIM, QIJZEQ, MACMUC
COD	2209573